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Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics

Hsiow, Chuen-Yo and Wang, Han-Ying and Lin, Yu-Hsiang and Raja, Rathinam and Rwei, Syang-Peng and Chiu, Wen-Yen and Dai, Chi-An and Wang, Leeyih (2016) Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics. Polymers, 8 (11). Art. No. 382. ISSN 2073-4360. PMCID PMC6432402. https://resolver.caltech.edu/CaltechAUTHORS:20170117-084349941

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Abstract

A series of novel p-type conjugated copolymers, PTTVBDT, PTTVBDT-TPD, and PTTVBDT-DPP, cooperating benzo[1,2-b:4,5-b′]dithiophene (BDT) and terthiophene-vinylene (TTV) units with/without thieno[3,4-c]pyrrole-4,6-dione (TPD) or pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) via Stille polymerization were synthesized and characterized. Copolymer PTTVBDT shows a low-lying HOMO energy level and ordered molecular-packing behavior. Furthermore, two terpolymers, PTTVBDT-TPD and PTTVBDT-DPP, display stronger absorption ability, alower-lying HOMO energy level, and preferred molecular orientation, due to the replacement TTV-monomer units with electron-deficient groups. Furthermore, bulk-heterojunction organic solar cells were fabricated using blends of the PTTVBDT-TPD, and PC_(61)BM gave the best power conversion efficiency of 5.01% under the illumination of AM 1.5G, 100 mW·cm^(−2); the short circuit current (J_(sc)) was 11.65 mA·cm^(−2) which displayed a 43.8% improvement in comparison with the PTTVBDT/PC_(61)BM device. These results demonstrate a valid strategy combining the two-dimensional molecular structure with random copolymerization strikes promising conjugated polymers to achieve highly efficient organic photovoltaics.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.3390/polym8110382DOIArticle
http://www.mdpi.com/2073-4360/8/11/382/htmPublisherArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6432402PubMed CentralArticle
Additional Information:© 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). Academic Editor: Seth B. Darling Received: 30 September 2016. Accepted: 22 October 2016. Published: 27 October 2016. This research was financially supported by National Taiwan University, Academia Sinica (AS-103-SS-A02), and the Ministry of Science and Technology of the Republic of China (MOST 102-2113-M-002-003-MY3; MOST 105-3113-E-102-010; MOST 104-2911-I-002-574; MOST 105-2119-M-002-030-MY3). The authors thank the instrumentation center sponsored by Ministry of Science and Technology and National Taiwan University for NMR and elemental analysis experiments. Author Contributions: Chuen-Yo Hsiow, Han-Ying Wang, Yu-Hsiang Lin, and Rathinam Raja performed the experimental work; Chuen-Yo Hsiow is also responsible for analyzing the experimental data and writing the paper. Syang-Peng Rwei,Wen-Yen Chiu, and Chi-An Dai directed this research; Leeyih Wang directed and supervised the research. The authors declare no conflict of interest.
Group:JCAP
Funders:
Funding AgencyGrant Number
Academia SinicaAS-103-SS-A02
Ministry of Science and Technology (Taipei)MOST 102-2113-M-002-003-MY3
Ministry of Science and Technology (Taipei)MOST 105-3113-E-102-010
Ministry of Science and Technology (Taipei)MOST 104-2911-I-002-574
Ministry of Science and Technology (Taipei)MOST 105-2119-M-002-030-MY3
Subject Keywords:two-dimensional conjugated polymer; polymer solar cell; benzo[1,2-b:4,5-b′]dithiophene; thieno[3,4-c]pyrrole-4,6-dione; pyrrolo[3,4-c]pyrrole-1,4-dione; conjugated side chain
Issue or Number:11
PubMed Central ID:PMC6432402
Record Number:CaltechAUTHORS:20170117-084349941
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170117-084349941
Official Citation:Synthesis and Characterization of Two-Dimensional Conjugated Polymers Incorporating Electron-Deficient Moieties for Application in Organic Photovoltaics by Chuen-Yo Hsiow, Han-Ying Wang, Yu-Hsiang Lin, Rathinam Raja, Syang-Peng Rwei, Wen-Yen Chiu, Chi-An Dai and Leeyih Wang Polymers 2016, 8(11), 382; doi:10.3390/polym8110382
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:73515
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:19 Jan 2017 21:30
Last Modified:03 Oct 2019 16:28

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